α- or β-Trifluoromethyl epoxysulfones: new C3 reagents for heterocyclisation
The syntheses of α- and β-trifluoromethyl epoxysulfones 1 and 2 are described.Compound 1 reacts with nucleophiles and bis-nucleophiles to furnish trifluoromethyl ketones and trifluoromethyl heterocycles in good yield, while its isomer 2 leads to the opposite thiazole regioisomers with thioamides. - Keywords: Trifluoromethyl epoxysulfones; Heterocyclisation; Regioisomers; NMR spectroscopy; IR spectroscopy
Laduron, Frederic,Janousek, Zdenek,Viehe, Heinz, G.
p. 83 - 86
(2007/10/02)
Synthesis of Trifluoromethylthiazoles and Their Application to Azo Dyes
3-Bromo-1,1,1-trifluoropropan-2-one (2) reacted with thiourea and N-monosubstituted thiourea to give the corresponding 4-trifluoromethylthiazoles, respectively.In the reactions with N,N'-diphenylthiourea and thioamides, the considerably stable intermediat